Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:53:19 UTC

Update Date

2022-07-15 01:04:13 UTC

HMDB ID

HMDB0033026

Secondary Accession Numbers

HMDB33026

Metabolite Identification

Common Name

N-cis-Caffeoyltyramine

Description

N-cis-Caffeoyltyramine, also known as cis-N-caffeoyltyramine or CNC, belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. Hydroxycinnamic acids and derivatives are compounds containing a cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated. N-cis-Caffeoyltyramine is also classified as a phenylpropanoid amide. Phenylpropanoids consist of a six-carbon, aromatic phenyl group and a three-carbon propene tail of coumaric acid, which is the central intermediate in phenylpropanoid biosynthesis. A phenylpropanoid amide has an amide group incorporated into its propanoid chain. There are two known isomers of N-Caffeoyltyramine, N-trans-Caffeoyltyramine and N-cis-Caffeoyltyramine. N-cis-Caffeoyltyramine is a largely neutral molecule, that is somewhat insoluble in water. N-cis-Caffeoyltyramine is a natural product found in Lycium chinense (which produces goji berry or wolfberry) (PMID: 12214850 ), Tetragonia tetragonoides (commonly called New Zealand spinach), Annona cherimola (known as Chirimoya, a South American fruit) and the Miracle Fruit Plant which is also known as Synsepalum dulcificum (PMID: 33426338 ). N-cis-Caffeoyltyramine has been detected, but not quantified in goji berry and the leaves of fruits such as Chirimoya. Chirimoya is a is a fruit that is native to Ecuador cultivated worldwide for its flavor and appealing properties. This could make N-cis-caffeoyltyramine a potential biomarker for the consumption of these foods. N-cis-caffeoyltyramine has also been found to have strong anti-oxidant properties (PMID: 12214850 ), and potent anti-fungal activities (PMID: 15266117 ). Based on a literature review, very few articles have been published on N-cis-Caffeoyltyramine.

Structure

MOL SDF PDB SMILES InChI

  Mrv1652307132222472D          

 24 25  0  0  0  0            999 V2000
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -8.6625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  2  0  0  0  0
  7  3  2  0  0  0  0
  8  4  2  0  0  0  0
 10  9  1  0  0  0  0
 12  1  2  0  0  0  0
 12  2  1  0  0  0  0
 12  9  1  0  0  0  0
 13  3  1  0  0  0  0
 13  4  1  0  0  0  0
 13 11  2  0  0  0  0
 14  5  2  0  0  0  0
 14  6  1  0  0  0  0
 15  7  1  0  0  0  0
 16 11  1  0  0  0  0
 16 15  2  0  0  0  0
 17  8  1  0  0  0  0
 18 10  1  4  0  0  0
 18 17  2  0  0  0  0
 19 14  1  0  0  0  0
 20 15  1  0  0  0  0
 21 16  1  0  0  0  0
 22 17  1  0  0  0  0
 23  4  1  0  0  0  0
 24  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033026

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]\C(=C(/[H])C1=CC(O)=C(O)C=C1)C(O)=NCCC1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H17NO4/c19-14-5-1-12(2-6-14)9-10-18-17(22)8-4-13-3-7-15(20)16(21)11-13/h1-8,11,19-21H,9-10H2,(H,18,22)/b8-4-

> <INCHI_KEY>
VSHUQLRHTJOKTA-YWEYNIOJSA-N

> <FORMULA>
C17H17NO4

> <MOLECULAR_WEIGHT>
299.326

> <EXACT_MASS>
299.115758031

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
32.12843361733621

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-3-(3,4-dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enimidic acid

> <ALOGPS_LOGP>
2.29

> <JCHEM_LOGP>
2.921375411442294

> <ALOGPS_LOGS>
-3.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.075826369280593

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.359309020442711

> <JCHEM_PKA_STRONGEST_BASIC>
6.319368426582382

> <JCHEM_POLAR_SURFACE_AREA>
93.28000000000002

> <JCHEM_REFRACTIVITY>
85.6108

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-3-(3,4-dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-JUL-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-22         0                                  
HETATM    1  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.669 -12.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.336 -14.630   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -12.003 -11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -8.002 -13.860   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -12.003 -14.630   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -10.669 -13.860   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -13.337 -12.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -13.337 -13.860   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      -6.668 -11.550   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0      -5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0     -14.670 -11.550   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0     -14.670 -14.630   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -9.336 -11.550   0.000  0.00  0.00           O+0
HETATM   23  H   UNK     0      -9.336 -16.170   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      -6.668 -14.630   0.000  0.00  0.00           H+0
CONECT    1    5   12                                                       
CONECT    2    6   12                                                       
CONECT    3    7   13                                                       
CONECT    4    8   13   23                                                  
CONECT    5    1   14                                                       
CONECT    6    2   14                                                       
CONECT    7    3   15                                                       
CONECT    8    4   17   24                                                  
CONECT    9   10   12                                                       
CONECT   10    9   18                                                       
CONECT   11   13   16                                                       
CONECT   12    1    2    9                                                  
CONECT   13    3    4   11                                                  
CONECT   14    5    6   19                                                  
CONECT   15    7   16   20                                                  
CONECT   16   11   15   21                                                  
CONECT   17    8   18   22                                                  
CONECT   18   10   17                                                       
CONECT   19   14                                                            
CONECT   20   15                                                            
CONECT   21   16                                                            
CONECT   22   17                                                            
CONECT   23    4                                                            
CONECT   24    8                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-Caffeoyltyramine	HMDB
(2Z)-3-(3,4-Dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enimidate	HMDB
cis-N-Caffeoyltyramine	HMDB
(2Z)-3-(3,4-Dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-2-propenamide	HMDB

Chemical Formula

C₁₇H₁₇NO₄

Average Molecular Weight

299.3212

Monoisotopic Molecular Weight

299.115758037

IUPAC Name

(2Z)-3-(3,4-dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enimidic acid

Traditional Name

(2Z)-3-(3,4-dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enimidic acid

CAS Registry Number

219773-48-5

SMILES

OC1=CC=C(CCNC(=O)\C=C\C2=CC=C(O)C(O)=C2)C=C1

InChI Identifier

InChI=1S/C17H17NO4/c19-14-5-1-12(2-6-14)9-10-18-17(22)8-4-13-3-7-15(20)16(21)11-13/h1-8,11,19-21H,9-10H2,(H,18,22)/b8-4+

InChI Key

VSHUQLRHTJOKTA-XBXARRHUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. Hydroxycinnamic acids and derivatives are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Hydroxycinnamic acids and derivatives

Alternative Parents

Substituents

Cinnamic acid amide
Hydroxycinnamic acid or derivatives
Catechol
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0033026)
Cytoplasm (HMDB: HMDB0033026)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033026)

Source

Exogenous

Exogenous (HMDB: HMDB0033026)

Food

Food (HMDB: HMDB0033026)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0033026)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0033026)

Biological role

Nutrient (HMDB: HMDB0033026)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.038 g/L	ALOGPS
logP	2.29	ALOGPS
logP	2.92	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	4.36	ChemAxon
pKa (Strongest Basic)	6.32	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	93.28 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	85.61 m³·mol⁻¹	ChemAxon
Polarizability	32.13 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-cis-Caffeoyltyramine	OC1=CC=C(CCNC(=O)\C=C\C2=CC=C(O)C(O)=C2)C=C1	4536.2	Standard polar	33892256
N-cis-Caffeoyltyramine	OC1=CC=C(CCNC(=O)\C=C\C2=CC=C(O)C(O)=C2)C=C1	2872.1	Standard non polar	33892256
N-cis-Caffeoyltyramine	OC1=CC=C(CCNC(=O)\C=C\C2=CC=C(O)C(O)=C2)C=C1	3404.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-cis-Caffeoyltyramine,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(CCNC(=O)/C=C/C2=CC=C(O)C(O)=C2)C=C1	3316.8	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,1TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)NCCC2=CC=C(O)C=C2)C=C1O	3305.0	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,1TMS,isomer #3	C[Si](C)(C)OC1=CC(/C=C/C(=O)NCCC2=CC=C(O)C=C2)=CC=C1O	3281.9	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,1TMS,isomer #4	C[Si](C)(C)N(CCC1=CC=C(O)C=C1)C(=O)/C=C/C1=CC=C(O)C(O)=C1	3321.7	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(CCNC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O)=C2)C=C1	3315.2	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(CCNC(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C)=C2)C=C1	3292.8	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C(CCN(C(=O)/C=C/C2=CC=C(O)C(O)=C2)[Si](C)(C)C)C=C1	3247.0	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,2TMS,isomer #4	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)NCCC2=CC=C(O)C=C2)C=C1O[Si](C)(C)C	3321.8	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,2TMS,isomer #5	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(CCC2=CC=C(O)C=C2)[Si](C)(C)C)C=C1O	3285.8	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,2TMS,isomer #6	C[Si](C)(C)OC1=CC(/C=C/C(=O)N(CCC2=CC=C(O)C=C2)[Si](C)(C)C)=CC=C1O	3257.0	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(CCNC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1	3359.5	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(CCN(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O)=C2)[Si](C)(C)C)C=C1	3217.1	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C(CCN(C(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C)=C2)[Si](C)(C)C)C=C1	3189.7	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,3TMS,isomer #4	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(CCC2=CC=C(O)C=C2)[Si](C)(C)C)C=C1O[Si](C)(C)C	3250.2	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C(CCN(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)[Si](C)(C)C)C=C1	3253.4	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C(CCN(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)[Si](C)(C)C)C=C1	2871.3	Standard non polar	33892256
N-cis-Caffeoyltyramine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(CCNC(=O)/C=C/C2=CC=C(O)C(O)=C2)C=C1	3595.9	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)NCCC2=CC=C(O)C=C2)C=C1O	3588.9	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(/C=C/C(=O)NCCC2=CC=C(O)C=C2)=CC=C1O	3563.9	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CCC1=CC=C(O)C=C1)C(=O)/C=C/C1=CC=C(O)C(O)=C1	3574.7	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(CCNC(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C=C1	3882.5	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(CCNC(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1	3857.4	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(CCN(C(=O)/C=C/C2=CC=C(O)C(O)=C2)[Si](C)(C)C(C)(C)C)C=C1	3788.0	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)NCCC2=CC=C(O)C=C2)C=C1O[Si](C)(C)C(C)(C)C	3858.6	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(CCC2=CC=C(O)C=C2)[Si](C)(C)C(C)(C)C)C=C1O	3784.6	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC(/C=C/C(=O)N(CCC2=CC=C(O)C=C2)[Si](C)(C)C(C)(C)C)=CC=C1O	3762.9	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(CCNC(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1	4121.9	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(CCN(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)[Si](C)(C)C(C)(C)C)C=C1	3977.5	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(CCN(C(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)[Si](C)(C)C(C)(C)C)C=C1	3955.0	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(CCC2=CC=C(O)C=C2)[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	3974.4	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(CCN(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)[Si](C)(C)C(C)(C)C)C=C1	4206.3	Semi standard non polar	33892256
N-cis-Caffeoyltyramine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(CCN(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)[Si](C)(C)C(C)(C)C)C=C1	3607.3	Standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011018

KNApSAcK ID

C00053993

Chemspider ID

17276704

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9994897

PDB ID

Y13

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Han SH, Lee HH, Lee IS, Moon YH, Woo ER: A new phenolic amide from Lycium chinense Miller. Arch Pharm Res. 2002 Aug;25(4):433-7. doi: 10.1007/BF02976596. [PubMed:12214850 ]
Akinmoladun AC, Adetuyi AR, Komolafe K, Oguntibeju OO: Nutritional benefits, phytochemical constituents, ethnomedicinal uses and biological properties of Miracle fruit plant (Synsepalum dulcificum Shumach. & Thonn. Daniell). Heliyon. 2020 Dec 29;6(12):e05837. doi: 10.1016/j.heliyon.2020.e05837. eCollection 2020 Dec. [PubMed:33426338 ]
Lee DG, Park Y, Kim MR, Jung HJ, Seu YB, Hahm KS, Woo ER: Anti-fungal effects of phenolic amides isolated from the root bark of Lycium chinense. Biotechnol Lett. 2004 Jul;26(14):1125-30. doi: 10.1023/B:BILE.0000035483.85790.f7. [PubMed:15266117 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for N-cis-Caffeoyltyramine (HMDB0033026)

MOL for HMDB0033026 (N-cis-Caffeoyltyramine)

3D MOL for HMDB0033026 (N-cis-Caffeoyltyramine)

3D SDF for HMDB0033026 (N-cis-Caffeoyltyramine)

3D-SDF for HMDB0033026 (N-cis-Caffeoyltyramine)

PDB for HMDB0033026 (N-cis-Caffeoyltyramine)

3D PDB for HMDB0033026 (N-cis-Caffeoyltyramine)

SMILES for HMDB0033026 (N-cis-Caffeoyltyramine)

INCHI for HMDB0033026 (N-cis-Caffeoyltyramine)

Structure for HMDB0033026 (N-cis-Caffeoyltyramine)

3D Structure for HMDB0033026 (N-cis-Caffeoyltyramine)

Predicted Kovats Retention Indices

Underivatized

Derivatized